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Seven Ways To Wear A Button Down Outside the Office

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Seven ways to style a button-down outside of the office

The button down is the item I keep most in my wardrobe. I can dress it up or down or wear it over a t-shirt or dress with shorts or jeans. It is very versatile and is one of the items that you have the potential to get the highest cost per wear. Today, I’m going to show you seven ways to style your button down so you can do just that!

These style ideas will allow you to play with the size and design of your shirt to suit all seasons and occasions! Take it from the office to a night out, or just on a weekend errand. Let’s get started!

Seven ways to style a button-down outside of the office

Tips for buying the perfect button-down shirt

First, I have to tell you that I found the perfect button down. It’s J. Crew for men Slim Secret Wash Shirt. It doesn’t ride up like many women do (what is that, anyway!?), it’s not fitted awkwardly at the waist, and it doesn’t have slits on the sides, which makes it less versatile. They are constantly releasing new styles and colors. Something for everyone!


Real quick, I want to discuss his size Secret laundry shirt. All I have is the “slim” cut of the shirt. There is also a regular cut that gives you more chest room if you need it. Keep this in mind if you are ordering!

Above (green bar) is the middle. Sometimes, big is great at the push of a button. With a good bracelet (we’ll show you how to do that below!) it makes a great boyfriend style look with jeans.

Seven ways to style a button-down outside of the office

The pink and purple stripe is very small. This suits me overall (shoulders and body) and is what most of what I own. If I plan to Just When I wear a shirt tied in the front, I will choose a small shirt because it gives me more fabric to work with when tying it.

I hope this helps as you discover your size and style preferences!

Cuff + half-tuck with jeans

Seven ways to style a button-down outside of the office

First, let’s talk about how to cuff. You can simply roll up the hem of your shirt this The method below gives a more casual look, as if you haven’t even tried it!

I recommend cuffing your shirt before You put it on. It’s easier this way! But either works.

You will need to fold your shirt so that the cuff reaches where you want the final length. From there, you will roll the sleeve up until it reaches or overlaps the cuff. You can leave the cuff itself attached to the top or fold it down and play with it to get the shape you like! This cuff is repeated for almost every outfit in this post.

After lowering the cuff, try pairing it with a half tuck as we did above. This is the “easy” way to style a shirt with jeans. Simply button the shirt until it reaches the pants position and then tuck it to one side.

Front pleat with jeans

Seven ways to style a button-down outside of the office

There is an art to the perfect tuck, did you know!? Doing it the “right” way helps make the shirt look more fitted and fit better and more seamlessly with whatever you’re wearing.

First, button your shirt to the top of your jeans. Then fold the entire bottom of the shirt down the back until the length reaches just below the waistband of the jeans.

Take one side of the shirt (the side underneath when pressed), cross it to the other side of your body and tuck it into your jeans. Finally, take the other side and cross it in the opposite direction and then fold it over.

Seven ways to style a button-down outside of the office

Short sleeve cuff + full tuck with jeans

Seven ways to style a button-down outside of the office

Draping this shirt is simple, you button the shirt to where your jeans button and then you tuck the shirt in completely, crossing it in the front as above if you need a little extra help to “cheat” the fit.

In this look, I wanted to talk more about short-sleeved bracelets. This is a great option for a shirt that is much larger than you want, as it pulls down the sleeves a lot.

As with the other cuff, you will fold the shirt sleeve up, placing the cuff above your elbow this time. Then roll the sleeve up until it reaches the bottom of the cuff. Fold/adjust as desired!

Tie front with shorts

Seven ways to style a button-down outside of the office

My favorite way to wear this shirt, a tie!!! I love this because it’s the most casual and versatile look.

Seven ways to style a button-down outside of the office

When you try to fasten your buttons, do you get something that looks like the above? With that weird gap so you can see your belly button? Yes, there is a trick to prevent this.

Here’s how to connect it! Button the shirt down one button less Where the shirt reaches the top of the shorts/pants. You’ll feel like you buttoned it up a lot, you’re supposed to!

Then fold the entire shirt down until the length reaches just below the waistband. Folding will give you more fabric to work with when binding which is key. Gather one side of the shirt in each hand and cross it over the front.

Then pull one side through the hole between the two bottom buttons you buttoned. Finish by tying a second knot as you normally would. Bam! No weird gap!

Seven ways to style a button-down outside of the office

Open front tie with t-shirt

Seven ways to style a button-down outside of the office

The second really great way to wear a tied shirt for a casual look is more Shirt (Pizza T-Shirt!? Hmm…) Place the shirt over the shirt and instead of buttoning it as above, fold the bottom of the shirt over so you have as much fabric to work with as possible, but just tie a regular knot. You won’t have the weird gaping issue here since the shirt is not buttoned at all. This is great for in-between weather when it’s too hot for a jacket but too cold for just a shirt.

Open front tie over dress

Seven ways to style a button-down outside of the office

Just like the t-shirt look, but over a dress! This makes the dress instantly look more casual, which I love. You can wear this shirt tied over a straight dress like this one, or with a fitted bodice and an A-line or flared skirt.

Cuff with overalls

Seven ways to style a button-down outside of the office

Finally, overalls! I love wearing the solid and striped versions of this shirt with work clothes. This is where this shirt is great because the casual material and loose fit doesn’t make it slip around like a lot of other button down under work clothes do! You can make a regular bracelet or even a shorter bracelet with this, both of which will be so cute!

Photos by Jeff Mindel

I hope these tips and tricks help inspire you guys to style that button down (or any other!) for more casual looks!! If there’s one thing I’ve learned, it’s that no matter how much my style changes, I always gravitate towards Down button As a wardrobe staple. I’ll link all of my favorite styles and colors of this shirt below! Remember all mine is *SLIM* cut, be sure to check that before choosing your size if you want the same size!

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